EP2436754A1 - Antimicrobial cleaning compound - Google Patents
Antimicrobial cleaning compound Download PDFInfo
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- EP2436754A1 EP2436754A1 EP11183580A EP11183580A EP2436754A1 EP 2436754 A1 EP2436754 A1 EP 2436754A1 EP 11183580 A EP11183580 A EP 11183580A EP 11183580 A EP11183580 A EP 11183580A EP 2436754 A1 EP2436754 A1 EP 2436754A1
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- Prior art keywords
- formula
- composition according
- biocide
- cleaning
- sugar
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/2034—Monohydric alcohols aromatic
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
- C11D3/2058—Dihydric alcohols aromatic
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/24—Organic compounds containing halogen
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
Definitions
- the present invention relates to an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of the formula (I) as a biocide, and to the use of the sugar surfactants for improving the activity of the biocide.
- Hard surface cleansing and disinfecting compositions generally comprise one or more surfactants and optionally one or more biocides.
- surfactants mostly anionic, nonionic, amphoteric and / or cationic surfactants are used.
- Nonionic surfactants are commonly used because of their effectiveness against greasy soils.
- Nonionic surfactants show little or no biocidal activity, it being noted that in general the biocidal effect of surfactants is low.
- biocide it is common to add a separate biocide to the compositions.
- Typical biocides are strong acids, alkalis, phenolic substances and oxidants, such as peracids and hypohalites. These biocides are generally highly reactive species. As a result, they show toxic, corrosive and irritating properties. Furthermore, their activity as a biocide is short lived because of their high reactivity. Thus, these reactive components are required in relatively high proportions in the detergents.
- DE60210317T2 becomes an antimicrobial composition for treatment a surface containing as biocide a polymeric biguanide.
- aqueous compositions have a good filming / streaking and gloss retention / enhancement profile with simultaneous biocidal activity. An improved cleaning is not disclosed.
- hydroxydiphenyl ether as microbicidal active ingredient in household cleaning agents is for example from EP 1 167 503 A1 known. It should be noted, however, that these detergents have a high content of synthetic detergents or soaps which greatly reduce the bactericidal effect of the hydroxydiphenyl ether in the formulation. As a result, the bactericidal activity of such household detergent is unsatisfactory.
- the object of the present invention was to provide new, improved antimicrobial cleaning compositions, which show in particular an improved, primary and / or secondary cleaning performance.
- the antimicrobial effect should remain constant or be improved.
- the present invention thus provides an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of formula (I) as a biocide
- Sugar surfactants for the purposes of the present invention are nonionic surfactants with a carbohydrate as the hydrophilic fraction and fatty alcohols or fatty acids as the hydrophobic component.
- the sugar surfactants to be used according to the invention are alkyl and / or alkenylpolyglycosides of the formula II in which R is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and P stands for the numbers from 1 to 10.
- the alkyl and / or alkenyl polyglycosides are derived from aldoses or ketoses having 5 or 6 carbon atoms.
- Component G in formula (II) is selected in one embodiment from the group of hexoses, preferably the group comprising allose, altrose, glucose, mannose, gulose, idose, galactose, talose, psicose, fructose, sorbose, tagatose, particularly preferably glucose.
- the component G in formula (II) is selected in a further embodiment from the group pentoses, preferably the group containing ribulose, xylulose, ribose, arabinose, xylose, lyxose, particularly preferably xylose and / or arabinose.
- the preferred alkyl and / or alkenyl oligoglycosides are in one variant of the invention alkyl and / or alkenyl oligoglucosides.
- alkyl and / or alkenyl polyglycosides according to the invention can be obtained by the relevant processes of preparative organic chemistry. Representative of the extensive literature is here on the review of Biermann et al. in Starch / Strength 45, 281 (1993 ), such as J.Kahre et al. in S ⁇ FW Journal Heft 8, 598 (1995 ).
- alkyl and / or alkenyl polyglycosides based on unbranched fatty alcohols in one variant alkyl and / or alkenyl polyglycosides with branched radicals R are used.
- the radical R in formula (II) is selected in one embodiment from the group of alcohols containing fatty alcohols, primary alcohols, especially so-called oxo alcohols, for example nonyl, undecyl or tridecyl alcohols, and primary alcohols, the linear octyl, decyl, Dodecyl, tetradecyl, hexadecyl or octadecyl groups and mixtures thereof.
- alcohols having a carbon chain are selected from C4-C18, preferably C12-C16, in particular C12-C14.
- the branched radicals are iso-amyl, iso-hexyl and / or iso-heptyl, preferably 2-ethyl-hexyl and / or 2-propyl-heptyl.
- all combinations of different aldoses or ketoses with all possible alkyl and / or alkenyl radicals can be used.
- the cleaning composition according to the invention contains as biocide a compound of the formula (Ia) or the formula (Ib) , preferably (la).
- mixtures of different compounds of the general formula (I) it is also possible to use mixtures of different compounds of the general formula (I).
- all combinations of the different compounds of the general formula (II) with the different compounds of the general formula (I) can be used in the compositions according to the invention, but also combinations of mixtures of the different compounds of the general formula (II) with the mixtures of the different compounds the general formula (I).
- Formulation types of detergents are selected from the group comprising: detergent and disinfectant concentrate, liquid cleaners or disinfectants, powdered cleaners or disinfectants, liquid cleaners or disinfectants, sprays for cleaning or disinfecting, emulsions and gels.
- the surfaces to be treated are selected from the group comprising: glass, plastics, metals, steel, wood, stone materials, ceramics, cement, coatings, composites, textiles (natural fibers such as cotton, wool, silk and synthetic fibers such as polyesters, polyolefins (PE , PP etc.), polyamides, polyurethanes, PVC etc.), foams and upholstery materials and carpets.
- Hard surfaces in the sense of the invention are e.g. Tiles, tiles, ceramics, glass, glass fibers, metals, steel, aluminum, plastic, wood, stone materials, coatings, composites, cement and the like, but no textiles.
- disinfecting is understood to mean the killing or growth reduction of microorganisms.
- the composition has a pH of between 5 and 12, preferably 7 to 10, in particular 7 to 9.
- composition of the invention is present in a variant as a concentrate.
- the concentrates are generally aqueous preparations with an increased active substance content, which is adjusted by dilution (usually with water) to the respective concentration corresponding to the application.
- the concentrates preferably additionally contain anti-oxidants such as e.g. BHT, ascorbic acid etc. as stabilizers.
- the cleaning composition according to the invention comprises the compound of the formula (I) used in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight and the compound of the formula (II ) in a final concentration of 0.1 to 20%, preferably 1 to 10%, more preferably 2 to 5%, in particular 2.5 weight percent.
- the compound of the formula (I) is used for the purification and disinfection in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight.
- the compound of the formula (II) is used for the purification in a final concentration of 0.1 to 20%, preferably 1 to 10%, particularly preferably 2 to 5%, in particular 2.5% by weight.
- concentrates are present, they are diluted, so that when applied to the surface to be cleaned, the compounds of the formula (I) and (II) are present in the abovementioned concentrations.
- the cleaning composition according to the invention contains in a variant at least one further additive selected from the group consisting of: stabilizers, antioxidants, other surfactants, acids, bases, hydrotropes, bleach systems, bodying agents, preservatives, dispersants, fragrances, dyes, complexing agents, solvents and water.
- Another object of the present invention is a process for the preparation of the antimicrobial cleaning composition according to the invention.
- the preparation is carried out in steps known to those skilled in the art by mixing the ingredients, wherein the biocide of the formula (I) is first pre-dissolved in the sugar surfactant and then brought into an aqueous phase.
- the invention also relates to the use of a biocide of the formula (I) for increasing the cleaning performance of nonionic sugar surfactants.
- the primary cleaning performance is improved compared to a control without the biocide according to the invention.
- primary cleaning performance is the removal of dirt from a surface, preferably a hard surface.
- IPP Gardner test for all-purpose cleaners according to the "IPP standard" US Pat. SOFW, No. 10/1986, page 371 .
- the present invention thus relates to a method for improving the primary cleaning performance of a cleaning agent containing nonionic sugar surfactants by using a biocide of the formula (I) in comparison to a control without this biocide, measured using the IPP Gardner test for all-purpose cleaners according to "IPP standard". (S ⁇ FW, No. 10/1986, page 371) or a variant thereof.
- the primary cleaning performance is increased according to the invention by 2%, 3%, preferably 4%, 5%, 6%, more preferably 7%, 8%, 9%, in particular 10% or more.
- the present invention is in one embodiment, a method for increasing the antimicrobial effect of a cleaning composition containing nonionic sugar surfactants by adding a biocide of the formula (I).
- biocide of the formula (I) in addition to the improvement of the primary cleaning performance, leads to the maintenance or improvement of the secondary cleaning performance.
- the secondary cleaning performance in one embodiment of the invention is the gloss retention of the cleaned surface.
- the gloss behavior is determined with the following test: Prior to application of the test substance, a black ceramic tile is rinsed in a dishwasher with the 55 ° C. program "Universal Plus” and standard dishwasher powder and after drying with isopropanol and then with ethyl acetate cleaned. The surface is cleaned under warm water with a sponge and then cleaned again with distilled water and sponge. The effluent of the distilled water is visually checked.
- the light reflection is determined at a 20 ° angle at 5 points of the thus prepared tile by means of a BYK-Gardner glossmeter. 25 drops of test substance are applied with a pipette in 5 rows of 5 drops each and spread with a paper towel. The distribution is done by wiping without pressure in 10 rows from top to bottom and 10 from bottom to top.
- the gloss retention results from the ratio of the measured value of the treated surface to the value of the cleaned tile before application of the test substance.
- the gloss retention of the cleaning composition according to the invention is constant in comparison with the value of a cleaning composition without the biocide according to the invention, preferably by 2%, 3%, 4%, 5%, 6%, more preferably 7%, 8%, 9%, especially 10% or more increased.
- the secondary cleaning performance is material compatibility in one embodiment of the invention.
- the material compatibility of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.
- the cleaning performance is proportional to the emulsifying power of the formulation.
- the cleaning composition according to the invention exhibits an improved primary cleaning performance due to the addition of the biocide with the same emulsifying power.
- the secondary cleaning performance in one embodiment of the invention is the emulsifying power.
- the series of measurements is optionally at a water hardness of 0 ° ie or 16 ° ie added.
- the freshly prepared solution is then covered with 50 g of oil.
- the solutions are stirred at a temperature of 20-25 ° C with 1200rpm ⁇ 3rpm exactly 2 minutes.
- the stirrer should be positioned at the height of the phase boundary.
- the emulsion is then transferred to a 250mL graduated cylinder and the volume of water separated is read after one and four hours. During the measurement, the measuring cylinder should rest.
- the measured values determined by single determination are comparable within a series of measurements and should be accompanied by a standard such as Sodium lauryl sulfate to be checked. If the measurement of the standard is outside the tolerance range, repeat the measurement series.
- a standard such as Sodium lauryl sulfate
- test liquid can be mixed with a little water or oil-soluble dye.
- the emulsifying power of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.
- Another object of the invention is the use of sugar surfactants to increase the antimicrobial effect of the biocide of the formula (I).
- the invention furthermore relates to the use of the cleaning composition according to the invention for cleaning and / or disinfecting hard surfaces.
- the antimicrobial cleaning composition of the present invention exhibits a good, long lasting disinfecting effect. Furthermore, the cleaning composition according to the invention shows an improved primary cleaning performance as well as a consistent or improved secondary cleaning performance.
- Synergetic effects in the sense of the present invention are effects that arise only through the combination of the nonionic sugar surfactants according to the invention with the biocides according to the invention and thus the effect of one of these components is increased compared to a control without this component.
- Tinosan HP 100 means a 30% solution of the biocidal compound of formula 1 a in 1,2-propylene glycol.
- the cleaning performance was determined by means of the IPP Gardner test for all-purpose cleaners according to "IPP standard” (S ⁇ FW, No. 10/1986, page 371).
- Fig. 1 is the increase in cleaning performance of an all-purpose cleaner based on sugar surfactants (Glucopon) to recognize.
- Fig. 2 it can be seen that only by adding the film-forming nonionic surfactant (Glucopon), the primary cleaning performance is improved; the addition of a fatty alcohol ethoxylate (Dehydol LT 7) or the anionic surfactant (Texapon N70 lauryl ether sulfate) even worsens the cleaning performance.
- Glucopon film-forming nonionic surfactant
- Dehydol LT 7 fatty alcohol ethoxylate
- anionic surfactant Texapon N70 lauryl ether sulfate
- nonpolar biocide does not degrade the material compatibility of the cleaning formulations on plastics.
- the antimicrobial, bactericidal activity of the cleaning composition of the invention was determined on sponges and flooring by means of a slightly modified US standard AATCC 100-2004.
- Bacteriostatic activity was determined according to CG Standard 147e (Agar Diffusion Test).
- pathogens were pathogenic Gram-positive bacteria (Staphylococcus aureus ATCC 6538) and Gram-negative bacteria (Klebsiella pneumoniae ATCC 4352 and Salmonella choleraesuis ATCC 9184).
Abstract
Description
Die vorliegende Erfindung betrifft eine antimikrobielle Reinigungszusammensetzung enthaltend mindestens ein Zuckertensid und eine Verbindung der Formel (I) als Biozid, sowie die Verwendung der Zuckertenside zur Verbesserung der Aktivität des Biozid.The present invention relates to an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of the formula (I) as a biocide, and to the use of the sugar surfactants for improving the activity of the biocide.
Harte Oberflächen reinigende und desinfizierende Zusammensetzungen umfassen im Allgemeinen ein oder mehrere Tenside und gegebenenfalls ein oder mehrere Biozid(e). In solchen Reinigungszusammensetzungen werden meistens anionische, nichtionische, amphotere und/oder kationische Tenside verwendet. Nichtionische Tenside werden üblicherweise aufgrund ihrer Wirksamkeit gegen Fettverschmutzungen verwendet. Nichtionische Tenside zeigen niedrige oder keine biozide Wirkung, wobei zu bemerken ist, dass im Allgemeinen die biozide Wirkung von Tensiden niedrig ist.Hard surface cleansing and disinfecting compositions generally comprise one or more surfactants and optionally one or more biocides. In such cleaning compositions mostly anionic, nonionic, amphoteric and / or cationic surfactants are used. Nonionic surfactants are commonly used because of their effectiveness against greasy soils. Nonionic surfactants show little or no biocidal activity, it being noted that in general the biocidal effect of surfactants is low.
Deshalb ist es üblich ein gesondertes Biozid zu den Zusammensetzungen zu gegeben. Typische Biozid sind starke Säuren, Alkali, phenolische Stoffe und Oxidanzien, wie Persäuren und Hypohalogenite. Diese Biozid sind im Allgemeinen stark reaktive Spezies. Dadurch zeigen sie toxische, korrosive und reizende Eigenschaften. Ferner ist ihre Aktivität als Biozid aufgrund ihrer starken Reaktivität von kurzer Lebensdauer. Somit sind diese reaktiven Komponenten in relativ hohen Anteilen in den Reinigungsmitteln erforderlich.Therefore, it is common to add a separate biocide to the compositions. Typical biocides are strong acids, alkalis, phenolic substances and oxidants, such as peracids and hypohalites. These biocides are generally highly reactive species. As a result, they show toxic, corrosive and irritating properties. Furthermore, their activity as a biocide is short lived because of their high reactivity. Thus, these reactive components are required in relatively high proportions in the detergents.
In der
Aus dem Stand der Technik sind weitere Tenside bekannt, die die Wirkungen bestimmter Biozidn erhöhen. In der
In der
Der Fachmann weiss, dass die unpolaren Biozide die Reinigungsleistung verringern.The person skilled in the art knows that the non-polar biocides reduce the cleaning performance.
Es sind auch weitere Tensid/Biozid-Kombinationen bekannt, die eine verminderte Wirkung, verglichen mit dem Biozid an sich, zeigen. In der Theorie wird das mit Mizellen des Tensids erklärt, in die das Biozid adsorbiert wird und deshalb weniger zur Wirkung zeigt ("
Die Verwendung von Hydroxydiphenylether als mikrobizide Wirkstoffbestandteile in Haushaltsreinigungsmitteln ist z.B. aus der
Aufgabe der vorliegenden Erfindung war es, neue, verbesserte antimikrobielle Reinigungszusammensetzungen zur Verfügung zu stellen, die insbesondere eine verbesserte, primäre und/oder sekundäre Reinigungsleistung zeigen. Außerdem sollte dabei die antimikrobielle Wirkung konstant bleiben bzw. verbessert werden.The object of the present invention was to provide new, improved antimicrobial cleaning compositions, which show in particular an improved, primary and / or secondary cleaning performance. In addition, the antimicrobial effect should remain constant or be improved.
Dies Aufgabe wird durch die erfindungsgemäße antimikrobielle Reinigungszusammensetzung gelöst.This object is achieved by the antimicrobial cleaning composition according to the invention.
Gegenstand der vorliegenden Erfindung ist somit eine antimikrobielle Reinigungszusammensetzung enthaltend mindestens ein Zuckertensid und eine Verbindung der Formel (I) als Biozid
Wobei die Indizes folgende Bedeutung haben
X = O, S oder - CH2-,
Y = Cl oder Br,
Z = SO2H, NO2 oder C1 - C4-Alkyl,
k, l = 0 oder 1,
m = 0, 1, 2 oder 3,
n = 0, 1, 2 oder 3,
o=0 oder 1.The indexes have the following meaning
X = O, S or - CH 2 -,
Y = Cl or Br,
Z = SO 2 H,
k, l = 0 or 1,
m = 0, 1, 2 or 3,
n = 0, 1, 2 or 3,
o = 0 or 1.
Zuckertenside im Sinne der vorliegenden Erfindung sind nichtionische Tenside mit einem Kohlenhydrat als hydrophilem Anteil und Fettalkoholen oder Fettsäuren als hydrophobe Komponente. In einer Ausführung der vorliegenden Erfindung wird ein Zuckertensid der allgemeinen Formel (II)
R-O-Gp
mit R = Alkyl oder Alkenyl,
G = Aldose oder Ketose und
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 oder 10 eingesetzt.Sugar surfactants for the purposes of the present invention are nonionic surfactants with a carbohydrate as the hydrophilic fraction and fatty alcohols or fatty acids as the hydrophobic component. In one embodiment of the present invention, a sugar surfactant of the general formula (II)
ROG p
with R = alkyl or alkenyl,
G = aldose or ketosis and
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10 used.
In einer weiteren Variante handelt es sich bei den erfindungsgemäß zu verwendenden Zuckertensiden um Alkyl- und/oder Alkenylpolyglycoside der Formel II in der R für ein Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und P für die Zahlen von 1 bis 10 steht. In einer weiteren Ausführung leiten sich die Alkyl- und/oder Alkenylpolyglycoside von Aldosen oder Ketosen mit 5 oder 6 Kohlenstoffatomen ab.In a further variant, the sugar surfactants to be used according to the invention are alkyl and / or alkenylpolyglycosides of the formula II in which R is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and P stands for the numbers from 1 to 10. In a further embodiment, the alkyl and / or alkenyl polyglycosides are derived from aldoses or ketoses having 5 or 6 carbon atoms.
Die Komponente G in Formel (II) wird in einer Ausführung ausgewählt aus der Gruppe Hexosen, bevorzugt der Gruppe enthaltend Allose, Altrose, Glucose, Mannose, Gulose, Idose, Galactose, Talose, Psicose, Fructose, Sorbose, Tagatose, besonders bevorzugt Glucose.Component G in formula (II) is selected in one embodiment from the group of hexoses, preferably the group comprising allose, altrose, glucose, mannose, gulose, idose, galactose, talose, psicose, fructose, sorbose, tagatose, particularly preferably glucose.
Die Komponente G in Formel (II) wird in einer weitern Ausführung ausgewählt aus der Gruppe Pentosen, bevorzugt der Gruppe enthaltend Ribulose, Xylulose, Ribose, Arabinose, Xylose, Lyxose, besonders bevorzugt Xylose und/oder Arabinose.The component G in formula (II) is selected in a further embodiment from the group pentoses, preferably the group containing ribulose, xylulose, ribose, arabinose, xylose, lyxose, particularly preferably xylose and / or arabinose.
Die bevorzugten Alkyl-und/oder Alkenyloligoglykoside sind in einer Variante der Erfindung Alkyl- und/oder Alkenyloligoglucoside.The preferred alkyl and / or alkenyl oligoglycosides are in one variant of the invention alkyl and / or alkenyl oligoglucosides.
Die Indexzahl p in der allgemeinen Formel (I) gibt den Oligomerisierungsgrad (DP), d. h. die Verteilung von Mono- und Oligoglykosiden an und steht für eine Zahl zwischen 1 und 10. Während p in einer gegebenen Verbindung stets ganzzahlig sein muss und hier vor allem die Werte p = 1 bis 6 annehmen kann, ist der Wert p für ein bestimmtes Alkyl(oligo)glykosid eine analytisch ermittelte rechnerische Größe, die meistens eine gebrochene Zahl darstellt. In einer Ausführung der Erfindung werden Alkyl- und/oder Alkenyloligoglykoside mit einem mittleren Oligomerisierungsgrad p von 1,1 bis 3,0 eingesetzt.The index number p in the general formula (I) indicates the degree of oligomerization (DP), ie the distribution of mono- and oligoglycosides, and stands for a number between 1 and 10. While p in a given compound always has to be an integer, and above all can assume the values p = 1 to 6, the value p for a given alkyl (oligo) glycoside is an analytically determined arithmetic variable, which is usually a fractional number represents. In one embodiment of the invention, alkyl and / or alkenyl oligoglycosides having an average degree of oligomerization p of from 1.1 to 3.0 are used.
Die erfindungsgemäßen Alkyl- und/oder Alkenylpolyglycoside können nach den einschlägigen Verfahren der präparativen organischen Chemie erhalten werden. Stellvertretend für das umfangreiche Schrifttum sei hier auf die Übersichtsarbeit von
Neben Alkyl- und/oder Alkenylpolyglycoside auf Basis von unverzweigten Fettalkoholen werden in einer Variante Alkyl- und/oder Alkenylpolyglycoside mit verzeigte Reste R eingesetzt.In addition to alkyl and / or alkenyl polyglycosides based on unbranched fatty alcohols, in one variant alkyl and / or alkenyl polyglycosides with branched radicals R are used.
Der Rest R in Formel (II) wird in einer Ausführung ausgewählt aus der Gruppe der Alkoholen enthaltend Fettalkohole, primäre Alkohole, insbesondere sogenannte Oxoalkohole, zum Beispiel Nonyl-, Undecyl- oder Tridecylalkohole, und primäre Alkohole, die lineare Octyl-, Decyl-, Dodecyl-, Tetradecyl-, Hexadecyl- oder Octadecylgruppen enthalten sowie Gemische davon.The radical R in formula (II) is selected in one embodiment from the group of alcohols containing fatty alcohols, primary alcohols, especially so-called oxo alcohols, for example nonyl, undecyl or tridecyl alcohols, and primary alcohols, the linear octyl, decyl, Dodecyl, tetradecyl, hexadecyl or octadecyl groups and mixtures thereof.
In einer Variante werden Alkohole mit einer Kohlenstoffkette, die auch verzweigt sein kann, mit C4-C18, bevorzugt C12-C16, insbesondere C12-C14 ausgewählt.In one variant, alcohols having a carbon chain, which may also be branched, are selected from C4-C18, preferably C12-C16, in particular C12-C14.
In einer Ausführung der Erfindung handelt es sich bei den verzweigten Resten um isoAmyl, iso-Hexyl und/oder iso-heptyl, bevorzugt 2-Ethyl-Hexyl und/oder 2-Propyl-Heptyl. Erfindungsgemäß können auch Gemische unterschiedlicher Verbindungen der allgemeinen Formel (II) eingesetzt werden. So können alle Kombinationen der unterschiedlichen Aldosen oder Ketosen mit allen möglichen Alkyl- und/oder Alkenylresten eingesetzt werden.In one embodiment of the invention, the branched radicals are iso-amyl, iso-hexyl and / or iso-heptyl, preferably 2-ethyl-hexyl and / or 2-propyl-heptyl. According to the invention, it is also possible to use mixtures of different compounds of the general formula (II). Thus, all combinations of different aldoses or ketoses with all possible alkyl and / or alkenyl radicals can be used.
In einer weiteren Ausführung enthält die erfindungsgemäße Reinigungszusammensetzung als Biozid eine Verbindung der Formel (la)
Erfindungsgemäß können auch Gemische unterschiedlicher Verbindungen der allgemeinen Formel (I) eingesetzt werden. So können alle Kombinationen der unterschiedlichen Verbindungen der allgemeinen Formel (II) mit den unterschiedlicher Verbindungen der allgemeinen Formel (I) in den erfindungsgemäßen Zusammensetzungen eingesetzt werden, aber auch Kombinationen von Gemischen der unterschiedlichen Verbindungen der allgemeinen Formel (II) mit den Gemischen der unterschiedlicher Verbindungen der allgemeinen Formel (I).According to the invention, it is also possible to use mixtures of different compounds of the general formula (I). Thus, all combinations of the different compounds of the general formula (II) with the different compounds of the general formula (I) can be used in the compositions according to the invention, but also combinations of mixtures of the different compounds of the general formula (II) with the mixtures of the different compounds the general formula (I).
Im Sinne der Erfindung sind Reinigungszusammensetzungen beziehungsweise Reinigungsmittel:
- Mittel zur Reinigung und/oder Desinfektion von harten Oberflächen, wie Allzweckreiniger, Bodenreiniger, Geschirrpülmittel für manuelle oder automatische Geschirreinigung, Handspülmittel, Glasreiniger, Küchenreiniger, Bad- und Sanitärreiniger, WC-Reiniger, Desinfektionsreiniger.
- Reinigungs- und Pflegemittel für Textilien und Wäsche, wie Waschmittel, Weichspüler, Fleckenentfernungsmittel.
- Agents for cleaning and / or disinfecting hard surfaces, such as all-purpose cleaners, floor cleaners, dishwashing detergents for manual or automatic dishwashing, hand dishwashing detergents, glass cleaners, kitchen cleaners, bathroom and sanitary cleaners, toilet cleaners, disinfectant cleaners.
- Cleaning and care products for textiles and laundry, such as laundry detergents, softeners, stain removers.
Formulierungstypen der Reinigungsmittel werden ausgewählt aus der Gruppe enthaltend: Reinigungs- und Desinfektionsmittelkonzentrat, Flüssige Reiniger oder Desinfektionsmittel, Pulverförmige Reiniger oder Desinfektionsmittel, Flüssige Reiniger oder Desinfektionsmittel, Sprays zur Reinigung oder Desinfektion, Emulsionen und Gele.Formulation types of detergents are selected from the group comprising: detergent and disinfectant concentrate, liquid cleaners or disinfectants, powdered cleaners or disinfectants, liquid cleaners or disinfectants, sprays for cleaning or disinfecting, emulsions and gels.
Die zu behandelnden Oberflächen werden ausgewählt aus der Gruppe enthaltend: Glas, Kunststoffe, Metalle, Stahl, Holz, Steinmaterialien, Keramik, Zement, Beschichtungen, Verbundmaterialien, Textilien (Naturfasern wie z.B. Baumwolle, Wolle, Seide und synthetische Fasern wie Polyester, Polyolefine (PE, PP etc.), Polyamide, Polyurethane, PVC etc.), Schaumstoffe und Polstermaterialien und Teppiche.The surfaces to be treated are selected from the group comprising: glass, plastics, metals, steel, wood, stone materials, ceramics, cement, coatings, composites, textiles (natural fibers such as cotton, wool, silk and synthetic fibers such as polyesters, polyolefins (PE , PP etc.), polyamides, polyurethanes, PVC etc.), foams and upholstery materials and carpets.
In einer Variante der vorliegenden Erfindung handelt es sich um eine Reinigungszusammensetzung für harte Oberflächen. Harte Oberflächen im Sinne der Erfindung sind z.B. Kacheln, Fliesen, Keramik, Glas, Glasfasern, Metalle, Stahl, Aluminium, Kunststoff, Holz, Steinmaterialien, Beschichtungen, Verbundmaterialien, Zement und dergleichen, aber keine Textilien.One variant of the present invention is a hard surface cleaning composition. Hard surfaces in the sense of the invention are e.g. Tiles, tiles, ceramics, glass, glass fibers, metals, steel, aluminum, plastic, wood, stone materials, coatings, composites, cement and the like, but no textiles.
Beim Reinigen von harten Oberflächen ist es häufig notwendig, eine Oberfläche zu desinfizieren. Unter desinfizieren wird in dieser Anmeldung die Abtötung oder die Wachstumsreduktion von Mikroorganismen verstanden.When cleaning hard surfaces, it is often necessary to disinfect a surface. In this application, disinfecting is understood to mean the killing or growth reduction of microorganisms.
In einer weiteren Ausführung der Erfindung besitzt die Zusammensetzung pH-Wert zwischen 5 und 12, bevorzugt 7 bis 10, insbesondere 7 bis 9.In a further embodiment of the invention, the composition has a pH of between 5 and 12, preferably 7 to 10, in particular 7 to 9.
Die erfindungsgemäße Zusammensetzung liegt in einer Variante als Konzentrat vor. Bei den Konzentraten handelt es sich in der Regel um wäßrige Zubereitungen mit einem erhöhten Aktivsubstanzgehalt, der durch Verdünnen (meistens mit Wasser) auf die jeweilige, der Anwendung entsprechende Konzentration eingestellt wird. Die Konzentrate enthalten bevorzugt zusätzlich Antioxidationsmittel wie z.B. BHT, Ascorbinsäure etc. als Stabilisatoren.The composition of the invention is present in a variant as a concentrate. The concentrates are generally aqueous preparations with an increased active substance content, which is adjusted by dilution (usually with water) to the respective concentration corresponding to the application. The concentrates preferably additionally contain anti-oxidants such as e.g. BHT, ascorbic acid etc. as stabilizers.
In einer weiteren Ausführung enthält die erfindungsgemäße Reinigungszusammensetzung die Verbindung der Formel (I) in einer Endkonzentration von 0,0001 bis 10% eingesetzt, bevorzugt 0,0001 bis 1 %, insbesondere 0,003 bis 0,5% Gewichtsprozent und die Verbindung der Formel (II) in einer Endkonzentration von 0,1 bis 20% eingesetzt, bevorzugt 1 bis 10%, besonders bevorzugt 2 bis 5% insbesondere 2,5 Gewichtsprozent.In a further embodiment, the cleaning composition according to the invention comprises the compound of the formula (I) used in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight and the compound of the formula (II ) in a final concentration of 0.1 to 20%, preferably 1 to 10%, more preferably 2 to 5%, in particular 2.5 weight percent.
In einer Ausführung der Erfindung wird für die Reinigung und Desinfektion die Verbindung der Formel (I) in einer Endkonzentration von 0,0001 bis 10% eingesetzt, bevorzugt 0,0001 bis 1 %, insbesondere 0,003 bis 0,5% Gewichtsprozent.In one embodiment of the invention, the compound of the formula (I) is used for the purification and disinfection in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight.
In einer Ausführung der Erfindung wird für die Reinigung die Verbindung der Formel (II) in einer Endkonzentration von 0,1 bis 20% eingesetzt, bevorzugt 1 bis 10%, besonders bevorzugt 2 bis 5% insbesondere 2,5 Gewichtsprozent.In one embodiment of the invention, the compound of the formula (II) is used for the purification in a final concentration of 0.1 to 20%, preferably 1 to 10%, particularly preferably 2 to 5%, in particular 2.5% by weight.
Falls Konzentrate vorlegen werden diese verdünnt, so dass beim Auftrag auf die zu reinigende Oberfläche die Verbindungen der Formel (I) und (II) in den oben genannten Konzentrationen vorliegen.If concentrates are present, they are diluted, so that when applied to the surface to be cleaned, the compounds of the formula (I) and (II) are present in the abovementioned concentrations.
Die erfindungsgemäße Reinigungszusammensetzung enthält in einer Variante mindestens einem weiteren Zusatzstoff ausgewählt aus der Gruppe enthaltend: Stabilisatoren, Antioxidantien, weitere Tenside, Säuren, Basen, Hydrotrope, Bleichsysteme, Konsistenzgeber, Konservierungsmittel, Dispergiermittel, Duftstoffe, Farbstoffe, Komplexbildner, Lösungsmittel und Wasser.The cleaning composition according to the invention contains in a variant at least one further additive selected from the group consisting of: stabilizers, antioxidants, other surfactants, acids, bases, hydrotropes, bleach systems, bodying agents, preservatives, dispersants, fragrances, dyes, complexing agents, solvents and water.
Weiterer Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung der erfindungsgemäßen antimikrobiellen Reinigungszusammensetzung. Die Herstellung erfolgt in dem Fachmann bekannten Arbeitsschritten durch Mischen der Zutaten, wobei das Biozid der Formel (I) zunächst in dem Zuckertensid vorgelöst wird und anschließend in eine wässrige Phase gebracht wird.Another object of the present invention is a process for the preparation of the antimicrobial cleaning composition according to the invention. The preparation is carried out in steps known to those skilled in the art by mixing the ingredients, wherein the biocide of the formula (I) is first pre-dissolved in the sugar surfactant and then brought into an aqueous phase.
Ferner ist Gegenstand der Erfindung auch die Verwendung eines Biozid der Formel (I) zur Steigerung der Reinigungsleistung von nichtionischen Zuckertensiden. Dabei wird insbesondere die primäre Reinigungsleistung verbessert im Vergleich zu einer Kontrolle ohne das erfindungsgemäße Biozid.Furthermore, the invention also relates to the use of a biocide of the formula (I) for increasing the cleaning performance of nonionic sugar surfactants. In particular, the primary cleaning performance is improved compared to a control without the biocide according to the invention.
Im Sinne der vorliegenden Erfindung ist unter primärer Reinigungsleistung die Entfernung von Schmutz von einer Oberfläche, bevorzugt von einer harten Oberfläche zu verstehen. Um die primäre Reinigungsleistung zu messen wird in einer Variante der Erfindung der IPP-Gardner-Test für Allzweckreiniger gemäß "IPP-Norm"(
Die vorliegende Erfindung betrifft somit ein Verfahren zur Verbesserung der primären Reinigungsleistung eines Reinigungsmittels enthaltend nichtionische Zuckertenside durch Einsatz eines Biozid der Formel (I) im Vergleich zu einer Kontrolle ohne dieses Biozid gemessen mit dem IPP-Gardner-Test für Allzweckreiniger gemäß "IPP-Norm"(SÖFW, No. 10/1986, Seite 371) oder einer Variante davon.The present invention thus relates to a method for improving the primary cleaning performance of a cleaning agent containing nonionic sugar surfactants by using a biocide of the formula (I) in comparison to a control without this biocide, measured using the IPP Gardner test for all-purpose cleaners according to "IPP standard". (SÖFW, No. 10/1986, page 371) or a variant thereof.
Die primäre Reinigungsleistung wird erfindungsgemäß um 2%, 3%, bevorzugt 4%, 5%, 6%, besonders bevorzugt 7%, 8%, 9%, insbesondere 10% oder mehr erhöht.The primary cleaning performance is increased according to the invention by 2%, 3%, preferably 4%, 5%, 6%, more preferably 7%, 8%, 9%, in particular 10% or more.
Gegenstand der vorliegenden Erfindung ist in einer Ausführung ein Verfahren zur Erhöhung der antimikrobiellen Wirkung einer Reinigungszusammensetzung enthaltend nichtionische Zuckertenside durch Zugabe eines Biozid der Formel (I).The present invention is in one embodiment, a method for increasing the antimicrobial effect of a cleaning composition containing nonionic sugar surfactants by adding a biocide of the formula (I).
Der Einsatz des Biozid der Formel (I) in einer Reinigungszusammensetzung enthaltend nichtionische Zuckertenside führt neben der Verbesserung der primären Reinigungsleistung zu dem Erhalt oder Verbesserung der sekundären Reinigungsleistung.The use of the biocide of the formula (I) in a detergent composition containing nonionic sugar surfactants, in addition to the improvement of the primary cleaning performance, leads to the maintenance or improvement of the secondary cleaning performance.
Die sekundäre Reinigungsleistung ist in einer Ausführung der Erfindung der Glanzerhalt der gereinigten Oberfläche.The secondary cleaning performance in one embodiment of the invention is the gloss retention of the cleaned surface.
In einer Variante der Erfindung wird das Glanzverhalten mit folgendem Test bestimmt: Vor dem Auftrag der Testsubstanz wird eine schwarze Keramikfliese in einer Geschirrspülmaschine mit dem 55°C-Program "Universal Plus" und standard Spülmaschinenpulver gespült und nach dem Trocknen mit Isopropanol und anschließend mit Ethylacetat gereinigt. Die Oberfläche wird unter warmem Wasser mit einem Schwamm gesäubert und anschließend mit destilliertem Wasser und Schwamm nochmals gesäubert. Das Abfließen des destillierten Wassers wird visuell überprüft.In one variant of the invention, the gloss behavior is determined with the following test: Prior to application of the test substance, a black ceramic tile is rinsed in a dishwasher with the 55 ° C. program "Universal Plus" and standard dishwasher powder and after drying with isopropanol and then with ethyl acetate cleaned. The surface is cleaned under warm water with a sponge and then cleaned again with distilled water and sponge. The effluent of the distilled water is visually checked.
Die Lichtreflektion wird in einem 20° Winkel an 5 Punkten der so präparierten Fliese mittels eines BYK-Gardner-Glanzmessers bestimmt. Es werden 25 Tropfen Testsubstanz mit einer Pipette in 5 Reihen mit je 5 Tropfen aufgetragen und mit einem Papierhandtuch verteilt. Die Verteilung erfolgt durch Wischen ohne Druck in 10 Reihen von oben nach unten und 10 von unten nach oben.The light reflection is determined at a 20 ° angle at 5 points of the thus prepared tile by means of a BYK-Gardner glossmeter. 25 drops of test substance are applied with a pipette in 5 rows of 5 drops each and spread with a paper towel. The distribution is done by wiping without pressure in 10 rows from top to bottom and 10 from bottom to top.
Die Testsubstanz z. B. wird in folgender Lösung aufgetragen:
- 0,1% AS (active Substanz) Testmaterial, 1,0% AS Lutensol ON 80 (BASF), add 100% VE-Wasser
- Nach dem Trocknen wird die Lichtreflektion erneut, falls möglich, an denselben Punkten der Fliese bestimmt.
- 0.1% AS (active substance) test material, 1.0% AS Lutensol ON 80 (BASF), add 100% deionized water
- After drying, the light reflection is again determined, if possible, at the same points on the tile.
Die Glanz-Retention ergibt sich aus dem Verhältnis des Messwerts der behandelten Oberfläche zu dem Wert der gereinigten Fliese vor Auftrag der Testsubstanz.The gloss retention results from the ratio of the measured value of the treated surface to the value of the cleaned tile before application of the test substance.
In einer Variante der Erfindung ist die Glanz-Retention der erfindungsgemäßen Reinigungszusammensetzung konstant im Vergleich zu dem Wert einer Reinigungszusammensetzung ohne das erfindungsgemäße Biozid, bevorzugt um 2%, 3%, 4%, 5%, 6%, besonders bevorzugt 7%, 8%, 9%, insbesondere 10% oder mehr erhöht.In one variant of the invention, the gloss retention of the cleaning composition according to the invention is constant in comparison with the value of a cleaning composition without the biocide according to the invention, preferably by 2%, 3%, 4%, 5%, 6%, more preferably 7%, 8%, 9%, especially 10% or more increased.
Die sekundäre Reinigungsleistung ist in einer Ausführung der Erfindung die Materialverträglichkeit.The secondary cleaning performance is material compatibility in one embodiment of the invention.
In einer Variante der Erfindung wird die Materialverträglichkeit mit folgendem Test bestimmt:
- Die Bestimmung dient anhand der Rißbildung an Kunststoffstäbchen nach Eintauchen in Reinigerlösungen zur Beurteilung der Verträglichkeit von Reinigern auf Kunststoffen.
- Der zu prüfende Kunststoff wird mit einem Metallstift versehen, dadurch unter Spannung gesetzt und in die Testlösung getaucht.
- The determination is based on the cracking of plastic rods after immersion in cleaning solutions to assess the compatibility of cleaners on plastics.
- The plastic to be tested is provided with a metal pin, thereby put under tension and immersed in the test solution.
Nach bestimmten Zeitabständen wird die Veränderung des Kunststoffstäbchens beurteilt.After certain intervals, the change in the plastic rod is assessed.
Je nach Aufgabenstellung wird bevorzugt 5% AS (Aktivsubstanz) der zu prüfenden Substanzen eingesetzt.Depending on the task, preference is given to using 5% AS (active substance) of the substances to be tested.
Die Auswertung erfolgt visuell anhand folgender Wertungkriterien: 1= unverändert, 2= Risse, 3= durchgehender Riss und 4= Bruch.The evaluation is carried out visually on the basis of the following evaluation criteria: 1 = unchanged, 2 = cracks, 3 = continuous crack and 4 = breakage.
In einer Variante der Erfindung ist die Materialverträglichkeit der erfindungsgemäßen Reinigungszusammensetzung konstant im Vergleich zu dem Wert einer Reinigungszusammensetzung ohne das erfindungsgemäße Biozid.In one variant of the invention, the material compatibility of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.
In herkömmlichen Reinigungsmitteln ist die Reinigungsleistung proportional zum Emulgiervermögen der Formulierung. Die erfindungsgemäße Reinigungszusammensetzung zeigt jedoch bei gleichem Emulgiervermögen eine verbesserte primäre Reinigungsleistung durch die Zugabe des Biozid.In conventional detergents, the cleaning performance is proportional to the emulsifying power of the formulation. However, the cleaning composition according to the invention exhibits an improved primary cleaning performance due to the addition of the biocide with the same emulsifying power.
Die sekundäre Reinigungsleistung ist in einer Ausführung der Erfindung das Emulgiervermögen.The secondary cleaning performance in one embodiment of the invention is the emulsifying power.
In einer Variante der Erfindung wird das Emulgiervermögen mit folgendem Test bestimmt:
- Tensidlösungen einer definierten Konzentration werden im Becherglas mit Olivenöl überschichtet und unter definierten Bedingungen gerührt. Die so erzeugten Emulsionen werden anschließend in Messzylinder überführt. Als Maß für die Emulsionsstabilität wird das Volumen an sich abscheidender wässriger Phase nach einer Stunde und nach vier Stunden bestimmt.
- Surfactant solutions of a defined concentration are covered with olive oil in a beaker and stirred under defined conditions. The emulsions thus produced are then transferred to measuring cylinders. As a measure of the emulsion stability, the volume of separating aqueous phase is determined after one hour and after four hours.
Die Messreihe wird Wahlweise bei einer Wasserhärte von 0°dh oder 16°dh aufgenommen. Zunächst werden 50g wässrige homogene Tensidlösung mit einem Massenanteil von w=2% Aktivsubstanz in einem 400mL Becherglas angesetzt bzw. bei Formulierungen nach der jeweiligen Anforderung. Die frisch angesetzte Lösung wird dann mit 50g Öl überschichtet. Anschließend werden die Lösungen bei einer Temperatur von 20-25°C mit 1200rpm ±3rpm genau 2 Minuten gerührt. Dabei ist das Rührorgan auf Höhe der Phasengrenze zu positionieren. Danach wird die Emulsion in einen 250mL Messzylinder überführt und das Volumen an abgeschiedenem Wasser nach einer und vier Stunden abgelesen. Während der Messung soll der Messzylinder ruhen.The series of measurements is optionally at a water hardness of 0 ° ie or 16 ° ie added. First, 50 g aqueous homogeneous surfactant solution with a mass fraction of w = 2% active substance in a 400mL beaker are used or in formulations according to the respective requirement. The freshly prepared solution is then covered with 50 g of oil. Subsequently, the solutions are stirred at a temperature of 20-25 ° C with 1200rpm ± 3rpm exactly 2 minutes. The stirrer should be positioned at the height of the phase boundary. The emulsion is then transferred to a 250mL graduated cylinder and the volume of water separated is read after one and four hours. During the measurement, the measuring cylinder should rest.
Die durch Einfachbestimmung ermittelten Messwerte sind innerhalb einer Messreihe vergleichbar und sollten durch das mitführen eines Standards wie z.B. Natriumlaurylsulfat überprüft werden. Sollte die Messung des Standards außerhalb des Toleranzbereiches liegen ist die Messreihe zu wiederholen.The measured values determined by single determination are comparable within a series of measurements and should be accompanied by a standard such as Sodium lauryl sulfate to be checked. If the measurement of the standard is outside the tolerance range, repeat the measurement series.
Um die Phasengrenze bei Versuchen mit farblosen Ölen schärfer ablesen zu können, kann man die Testflüssigkeit mit etwas wasser- bzw. öllöslichen Farbstoff versetzen.In order to be able to read the phase boundary more sharply in tests with colorless oils, the test liquid can be mixed with a little water or oil-soluble dye.
In einer Variante der Erfindung ist das Emulgiervermögen der erfindungsgemäßen Reinigungszusammensetzung konstant im Vergleich zu dem Wert einer Reinigungszusammensetzung ohne das erfindungsgemäße Biozid.In a variant of the invention, the emulsifying power of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.
Weiterer Gegenstand der Erfindung ist die Verwendung von Zuckertensiden zur Steigerung der antimikrobiellen Wirkung der Biozid der Formel (I).Another object of the invention is the use of sugar surfactants to increase the antimicrobial effect of the biocide of the formula (I).
Ferner ist Gegenstand der Erfindung die Verwendung erfindungsgemäßen Reinigungszusammensetzung zur Reinigung und/oder Desinfektion von harten Oberflächen.The invention furthermore relates to the use of the cleaning composition according to the invention for cleaning and / or disinfecting hard surfaces.
Die erfindungsgemäße, antimikrobielle Reinigungszusammensetzung zeigt eine gute, lang anhaltende Desinfektionswirkung. Ferner zeigt die erfindungsgemäße Reinigungszusammensetzung eine verbesserte primäre Reinigungsleistung sowie eine gleich bleibende bzw. verbesserte sekundäre Reinigungsleistung.The antimicrobial cleaning composition of the present invention exhibits a good, long lasting disinfecting effect. Furthermore, the cleaning composition according to the invention shows an improved primary cleaning performance as well as a consistent or improved secondary cleaning performance.
Durch den erfindungsgemäßen Einsatz eines Zuckertensids und einer Verbindung der Formel (I) als Biozid kommt es zu Synergieeffekten, deutlich werdend in einer verbesserten Reinigungsleistung und verbesserten antimikrobielles Wirkung.The use according to the invention of a sugar surfactant and a compound of the formula (I) as biocide leads to synergy effects, which become clear in an improved cleaning performance and improved antimicrobial effect.
Im Sinne der Erfindung wird eine Verbesserung, Steigerung oder Erhöhung einer Eigenschaft im Vergleich mit einer Kontrolle bestimmt in welcher die Komponente, deren Wirkung getestet wird, nicht vorhanden ist. Zur Durchführung dieser Versuche greift der Fachmann auf sein allgemeines Fachwissen zurück.For the purposes of the invention, an improvement, increase or increase in a property is determined in comparison with a control in which the component whose Effect is tested, does not exist. To carry out these experiments, the skilled person will fall back on his general expertise.
Synergetische Effekte im Sinne der vorliegenden Erfindung sind Effekte die nur durch die Kombination der erfindungsgemäßen nichtionischen Zuckertensiden mit den erfindungsgemäßen Biozidn entstehen und dadurch die Wirkung einer dieser Komponenten erhöht wird im Vergleich zu einer Kontrolle ohne diese Komponente.Synergetic effects in the sense of the present invention are effects that arise only through the combination of the nonionic sugar surfactants according to the invention with the biocides according to the invention and thus the effect of one of these components is increased compared to a control without this component.
In den nachfolgenden Beispielen bedeutet Tinosan HP 100 eine 30%-ige Lösung von der biozide Verbindung der Formel 1 a in 1,2-propylenglykol.In the following examples, Tinosan HP 100 means a 30% solution of the biocidal compound of formula 1 a in 1,2-propylene glycol.
Die Reinigungsleistung wurde mittels des IPP-Gardner-Tests für Allzweckreiniger gemäß "IPP-Norm"(SÖFW, No. 10/1986, Seite 371) bestimmt.The cleaning performance was determined by means of the IPP Gardner test for all-purpose cleaners according to "IPP standard" (SÖFW, No. 10/1986, page 371).
F3 (APC as ready to use):
- 2,5% Glucopon 425 N/HH (50%)
- 0,8% Citric Acid (100%)
- 0,5% NaOH (50%)
- 0,8% Sodium bicarbonate (100%)
- 0-0,5 % Tinosan HP 100
- 2.5% Glucopon 425 N / HH (50%)
- 0.8% Citric Acid (100%)
- 0.5% NaOH (50%)
- 0.8% sodium bicarbonate (100%)
- 0-0.5% Tinosan HP 100
Aus
F7 (APC as ready to use):
- 2,5% Texapon N70
- 0,8% Citric Acid (100%)
- 0,5% NaOH (50%)
- 0,8% Sodium bicarbonate (100%)
- 0-0,5 % Tinosan HP 100
- 2.5% Texapon N70
- 0.8% Citric Acid (100%)
- 0.5% NaOH (50%)
- 0.8% sodium bicarbonate (100%)
- 0-0.5% Tinosan HP 100
F9 (APC as ready to use):
- 2,5
% Dehydol LT 7 - 0,8% Citric Acid (100%)
- 0,5% NaOH (50%)
- 0,8% Sodium bicarbonate (100%)
- 0-0,5 % Tinosan HP 100
- 2.5
% Dehydol LT 7 - 0.8% Citric Acid (100%)
- 0.5% NaOH (50%)
- 0.8% sodium bicarbonate (100%)
- 0-0.5% Tinosan HP 100
Aus
Das Glanzverhalten wurde mit dem oben beschriebenen Test bestimmt:
Ergebnis: das Glanzverhalten der Formulierung bleibt durch Zugabe des erfindungsgemäßen Biozid (Tinosan HP 100) unverändert gut und wird bei höheren Konzentrationen oder pH 9 sogar erhöht. Result : the gloss behavior of the formulation remains unchanged by addition of the biocide according to the invention (Tinosan HP 100) remains good and is even increased at higher concentrations or pH 9.
Die Materialverträglichkeit wurde mit dem oben beschriebenen Test bestimmt:
- Ergebnisse sind der
Fig. 3 zu entnehmen.
- Results are the
Fig. 3 refer to.
Die Zugabe des unpolaren Biozid verschlechtert nicht die Materialverträglichkeit der Reinigungsformulierungen auf Kunststoffen.The addition of the nonpolar biocide does not degrade the material compatibility of the cleaning formulations on plastics.
Die Emulgierbarkeit wurde mit dem oben beschriebenen Test bestimmt:
- Als Maß für die Emulsionsstabilität wird das Volumen an sich abscheidender wässriger Phase nach einer Stunde und nach vier Stunden bestimmt.
- As a measure of the emulsion stability, the volume of separating aqueous phase is determined after one hour and after four hours.
Ergebnis: Durch Zugabe von Biozid wird die Emulgierbarkeit von Ölivenöl nicht gesteigert. Result : The addition of biocide does not increase the emulsifiability of olive oil.
Die antimikrobielle, bakterizide Aktivität der erfindungsgemäßen Reinigungszusammensetzung wurde auf Schwämmen und Bodenbelag mittels eines leicht modifizierten US Standards AATCC 100-2004 bestimmt.The antimicrobial, bactericidal activity of the cleaning composition of the invention was determined on sponges and flooring by means of a slightly modified US standard AATCC 100-2004.
Die bakteriostatische Aktivität wurde gemäß CG Standard 147e (Agar Diffusion Test) bestimmt.Bacteriostatic activity was determined according to CG Standard 147e (Agar Diffusion Test).
Es kamen erfindungsgemässe Reinigungszusammensetzungen (Allzweckreiniger und Handgeschirrspülmittel) mit 0-0.5% Tinosan HP 100 zum Einsatz.Cleaning compositions according to the invention (all-purpose cleaners and hand dishwashing detergents) with 0-0.5% Tinosan HP 100 were used.
Als Keime wurden pathogene Gram-positives Bakterien (Staphylococcus aureus ATCC 6538) and Gram-negative Bakterien (Klebsiella pneumoniae ATCC 4352 and Salmonella choleraesuis ATCC 9184) verwendet.As pathogens were pathogenic Gram-positive bacteria (Staphylococcus aureus ATCC 6538) and Gram-negative bacteria (Klebsiella pneumoniae ATCC 4352 and Salmonella choleraesuis ATCC 9184).
Die antimikrobiellen Eigenschaften des Biozides der Formel 1a (Tinosan HP100) blieben erhalten. Sowohl die Keimabtötung, als auch die langanhaltende antimikrobielle Wirkung blieb unverändert bestehen.The antimicrobial properties of the biocide of formula 1a (Tinosan HP100) were retained. Both the germ killing and the long-lasting antimicrobial effect remained unchanged.
Claims (15)
Zuckertensid und eine Verbindung der Formel (I) als Biozid
X = O, S oder - CH2-,
Y = Cl oder Br,
Z = SO2H, NO2 oder C1 - C4-Alkyl,
k, l = 0 oder 1,
m = 0, 1, 2 oder 3,
n = 0, 1, 2 oder 3,
o = 0 oder 1.An antimicrobial cleaning composition containing at least one
Sugar surfactant and a compound of formula (I) as a biocide
X = O, S or - CH 2 -,
Y = Cl or Br,
Z = SO 2 H, NO 2 or C 1 - C 4 -alkyl,
k, l = 0 or 1,
m = 0, 1, 2 or 3,
n = 0, 1, 2 or 3,
o = 0 or 1.
R-O-Gp
mit R = Alkyl oder Alkenyl,
G = Aldose oder Ketose und
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 oder 10 eingesetzt wird.Composition according to Claim 1, characterized in that a sugar surfactant of the general formula (II)
ROG p
with R = alkyl or alkenyl,
G = aldose or ketosis and
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10 is used.
gekennzeichnet, dass als Biozid eine Verbindung der Formel (la)
in that the biocide is a compound of the formula (Ia)
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP11183580A EP2436754A1 (en) | 2011-09-30 | 2011-09-30 | Antimicrobial cleaning compound |
EP12762280.1A EP2764077A1 (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
PCT/EP2012/068528 WO2013045340A1 (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
JP2014532325A JP6092227B2 (en) | 2011-09-30 | 2012-09-20 | Antibacterial cleaning composition |
AU2012314636A AU2012314636B2 (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
CN201280046778.5A CN103827281B (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
BR112014007641A BR112014007641A2 (en) | 2011-09-30 | 2012-09-20 | use of a biocide |
MX2014003719A MX2014003719A (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition. |
US14/345,987 US20140296349A1 (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
KR1020147011133A KR20140079794A (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
Applications Claiming Priority (1)
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EP11183580A EP2436754A1 (en) | 2011-09-30 | 2011-09-30 | Antimicrobial cleaning compound |
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EP2436754A1 true EP2436754A1 (en) | 2012-04-04 |
Family
ID=45524236
Family Applications (2)
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EP11183580A Withdrawn EP2436754A1 (en) | 2011-09-30 | 2011-09-30 | Antimicrobial cleaning compound |
EP12762280.1A Withdrawn EP2764077A1 (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
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Application Number | Title | Priority Date | Filing Date |
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EP12762280.1A Withdrawn EP2764077A1 (en) | 2011-09-30 | 2012-09-20 | Antimicrobial cleaning composition |
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US (1) | US20140296349A1 (en) |
EP (2) | EP2436754A1 (en) |
JP (1) | JP6092227B2 (en) |
KR (1) | KR20140079794A (en) |
CN (1) | CN103827281B (en) |
AU (1) | AU2012314636B2 (en) |
BR (1) | BR112014007641A2 (en) |
MX (1) | MX2014003719A (en) |
WO (1) | WO2013045340A1 (en) |
Cited By (3)
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EP2727991A1 (en) * | 2012-10-30 | 2014-05-07 | The Procter & Gamble Company | Cleaning and disinfecting liquid hand dishwashing detergent compositions |
WO2014177530A1 (en) * | 2013-05-03 | 2014-11-06 | Basf Se | Synergistic antimicrobial formulation |
CN111315858A (en) * | 2017-11-14 | 2020-06-19 | 宝洁公司 | Particulate antimicrobial laundry detergent composition |
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JP6209169B2 (en) | 2012-02-20 | 2017-10-04 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Enhancement of antimicrobial activity of biocides using polymers |
EP3132016A1 (en) * | 2014-06-30 | 2017-02-22 | The Procter & Gamble Company | Laundry detergent composition |
WO2017025433A1 (en) | 2015-08-11 | 2017-02-16 | Basf Se | Antimicrobial polymer |
WO2017112425A1 (en) * | 2015-12-22 | 2017-06-29 | The Procter & Gamble Company | Compositions comprising an amide |
IT201700000450A1 (en) * | 2017-01-03 | 2018-07-03 | Pietro Chieco | "COMPOSITION FOR CLEANING SURFACES OF STONE MATERIALS" |
EP3510867A1 (en) | 2018-01-12 | 2019-07-17 | Basf Se | Antimicrobial polymer |
JP2023551822A (en) * | 2020-12-23 | 2023-12-13 | ザ プロクター アンド ギャンブル カンパニー | Antibacterial liquid detergent composition |
US20230135886A1 (en) * | 2021-11-03 | 2023-05-04 | The Procter & Gamble Company | Process of post-wash removing microorganism from garments |
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EP2727991A1 (en) * | 2012-10-30 | 2014-05-07 | The Procter & Gamble Company | Cleaning and disinfecting liquid hand dishwashing detergent compositions |
WO2014070643A1 (en) * | 2012-10-30 | 2014-05-08 | The Procter & Gamble Company | Cleaning and disinfecting liquid hand dishwashing detergent compositions |
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CN111315858A (en) * | 2017-11-14 | 2020-06-19 | 宝洁公司 | Particulate antimicrobial laundry detergent composition |
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Also Published As
Publication number | Publication date |
---|---|
JP6092227B2 (en) | 2017-03-08 |
MX2014003719A (en) | 2014-07-14 |
AU2012314636B2 (en) | 2015-12-03 |
EP2764077A1 (en) | 2014-08-13 |
CN103827281A (en) | 2014-05-28 |
CN103827281B (en) | 2017-04-26 |
WO2013045340A1 (en) | 2013-04-04 |
AU2012314636A1 (en) | 2014-05-15 |
JP2014528019A (en) | 2014-10-23 |
KR20140079794A (en) | 2014-06-27 |
US20140296349A1 (en) | 2014-10-02 |
BR112014007641A2 (en) | 2017-04-11 |
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